CH256764A - Process for the production of a new half-ester. - Google Patents
Process for the production of a new half-ester.Info
- Publication number
- CH256764A CH256764A CH256764DA CH256764A CH 256764 A CH256764 A CH 256764A CH 256764D A CH256764D A CH 256764DA CH 256764 A CH256764 A CH 256764A
- Authority
- CH
- Switzerland
- Prior art keywords
- ester
- new half
- production
- mol
- water
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 239000011976 maleic acid Substances 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000005187 foaming Methods 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 150000002148 esters Chemical group 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/593—Dicarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/60—Maleic acid esters; Fumaric acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 248209. Verfahren zur Herstellung eines neuen Halbesters. Es wurde gefunden, ,dass man zu einem neuen Halbester gelangt, wenn man 1 Mol 'L'-(_f-Oxyäthyl)-ölsäureamid mit 1 Mol Malein- säure oder iXaleinsäureanhydrid umsetzt.
Es ist vorteilhafter, Maleinsäureanhydrid als Maleinsäure selbst zu verwenden.
Die Umsetzung wird zweckmässig in der Wärme, z. B. bei 90 bis 120 , vorgenommen. Wenn man Maleinsäure als Ausgangsstoff verwendet, ist es vorteilhaft, unter Zusatz einer geringen Menge einer starken Säure mit dem N-(f-Oxyäthyl)-ölsäureamid zu erhitzen. bis 1 Mol Wasser abgespalten ist.
Das Natriumsalz des neuen Halbesters bil det eine feste Masse, die von Wasser zu einer klaren, schäumenden Lösung aufgenommen wird. Es kann als Textilhilfsmittel, z. B. als Weichmachungsmittel für Cellulosefasern, verwendet werden. <I>Beispiel:</I> 32,5 Teile N- (fl- Oxyäthyl) - ölsäureamid und 9,8 Teile Maleinsäureanhydrid werden bei 95 bis 100 so lange verrührt, bis sich eine mitNatriumhydro@xydlösung neutralisierte Probe klar in Wasser löst, was nach einigen Stunden der Fall ist.
Man löst den erhaltenen Halbester der Maleinsäure in Äthylalkohol; neutralisiert mit Natriumhydroxydlösung und dampft zur Trockne ein: Der so erhaltene Rückstand bildet eine feste Masse, die von Wasser zu einer klaren, schäumenden Lösung aufgenommen wird. Das neue Natriumsalz kann als Textilhilfsmittel, z. B. als Weich machungsmittel für Cellülosefa@sern, verwen det werden.
Additional patent to main patent No. 248209. Process for the production of a new half-ester. It has been found that a new half-ester is obtained if 1 mol of 'L' - (_ f-oxyethyl) oleic acid amide is reacted with 1 mol of maleic acid or iXaleic anhydride.
It is more beneficial to use maleic anhydride than maleic acid itself.
The implementation is expediently in the heat, for. B. at 90 to 120 made. If maleic acid is used as the starting material, it is advantageous to heat with the N- (f-oxyethyl) oleic acid amide with the addition of a small amount of a strong acid. until 1 mole of water has been split off.
The sodium salt of the new half ester forms a solid mass that is absorbed by water to form a clear, foaming solution. It can be used as a textile auxiliary, e.g. B. can be used as a softener for cellulose fibers. <I> Example: </I> 32.5 parts of N- (fl- oxyethyl) - oleic acid amide and 9.8 parts of maleic anhydride are stirred at 95 to 100 until a sample neutralized with sodium hydroxide solution dissolves clearly in water, which is the case after a few hours.
The half-ester of maleic acid obtained is dissolved in ethyl alcohol; neutralized with sodium hydroxide solution and evaporated to dryness: the residue obtained in this way forms a solid mass which is taken up by water to form a clear, foaming solution. The new sodium salt can be used as a textile auxiliary, e.g. B. as a plasticizing agent for Cellülosefa @ fibers, are used.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH248209T | 1945-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH256764A true CH256764A (en) | 1948-08-31 |
Family
ID=4466750
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH256764D CH256764A (en) | 1945-04-09 | 1945-04-09 | Process for the production of a new half-ester. |
| CH256765D CH256765A (en) | 1945-04-09 | 1945-04-09 | Process for the production of a new half-ester. |
| CH248209D CH248209A (en) | 1945-04-09 | 1945-04-09 | Process for the production of a new half-ester. |
| CH256767D CH256767A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
| CH256763D CH256763A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
| CH256766D CH256766A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH256765D CH256765A (en) | 1945-04-09 | 1945-04-09 | Process for the production of a new half-ester. |
| CH248209D CH248209A (en) | 1945-04-09 | 1945-04-09 | Process for the production of a new half-ester. |
| CH256767D CH256767A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
| CH256763D CH256763A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
| CH256766D CH256766A (en) | 1945-04-09 | 1946-02-27 | Process for the production of a new half-ester. |
Country Status (2)
| Country | Link |
|---|---|
| CH (6) | CH256764A (en) |
| ES (1) | ES173132A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1039057B (en) * | 1951-11-08 | 1958-09-18 | Pittsburgh Coke & Chemical Com | Process for the preparation of fungicidally active alkyl esters of N- (phenyl) maleamic acids |
| US3528939A (en) * | 1968-01-22 | 1970-09-15 | Sinclair Research Inc | Water dispersible half esters of styrenemaleic anhydride copolymers with n-hydroxy alkyl amides of unsaturated fat acids |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117285692A (en) * | 2023-09-14 | 2023-12-26 | 广州敬信高聚物科技有限公司 | Modified TPU material with good flexibility, preparation method and application thereof |
-
1945
- 1945-04-09 CH CH256764D patent/CH256764A/en unknown
- 1945-04-09 CH CH256765D patent/CH256765A/en unknown
- 1945-04-09 CH CH248209D patent/CH248209A/en unknown
-
1946
- 1946-02-27 CH CH256767D patent/CH256767A/en unknown
- 1946-02-27 CH CH256763D patent/CH256763A/en unknown
- 1946-02-27 CH CH256766D patent/CH256766A/en unknown
- 1946-04-06 ES ES173132A patent/ES173132A1/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1039057B (en) * | 1951-11-08 | 1958-09-18 | Pittsburgh Coke & Chemical Com | Process for the preparation of fungicidally active alkyl esters of N- (phenyl) maleamic acids |
| US3528939A (en) * | 1968-01-22 | 1970-09-15 | Sinclair Research Inc | Water dispersible half esters of styrenemaleic anhydride copolymers with n-hydroxy alkyl amides of unsaturated fat acids |
Also Published As
| Publication number | Publication date |
|---|---|
| CH256765A (en) | 1948-08-31 |
| CH248209A (en) | 1947-04-30 |
| CH256763A (en) | 1948-08-31 |
| CH256766A (en) | 1948-08-31 |
| CH256767A (en) | 1948-08-31 |
| ES173132A1 (en) | 1946-05-16 |
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